[(1R)-1-isothiocyanatoethyl]benzene

• ChemBase ID: 158056
• Molecular Formular: C9H9NS
• Molecular Mass: 163.23946
• Monoisotopic Mass: 163.04557029
• SMILES: C[C@H](c1ccccc1)N=C=S
• Canonical SMILES: C[C@H](c1ccccc1)N=C=S
• InChI: InChI=1S/C9H9NS/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m1/s1
• InChIKey: QQCJPTVZIZVKEZ-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-isothiocyanatoethyl]benzene
• IUPAC Traditional name: [(1R)-1-isothiocyanatoethyl]benzene
• Synonyms: (-)-1-Phenylethyl isothiocyanate; (-)-α-Methylbenzyl isothiocyanate; (R)-(-)-1-Phenylethyl isothiocyanate; (-)-1-苯乙基异硫氰酸酯; (-)-异硫氰酸α-甲基苄酯; (R)-(-)-1-苯乙基 硫代异氰酸酯

Database IDs

• CAS Number: 24277-44-9
• MDL Number: MFCD00135478
• Beilstein Number: 6476425; 6476424
• PubChem SID: 24889235; 162252192
• PubChem CID: 7015180

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.2106981
• LogD (pH = 7.4): 3.2106981
• Log P: 3.2106981
• Molar Refractivity: 50.3605 cm^3
• Polarizability: 19.775917 Å^3
• Polar Surface Area: 12.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: very deep yellow
• Boiling Point: 132-133°C/20mm
• Flash Point: 103°C(217°F); 150.8 °F; 66 °C
• Density: 1.060
• Refractive Index: 1.5810
• Optical Rotation: -17 (c=10 in chloroform)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: UN2922
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 20/21/22-34; 36/37/38-42
• Safety Statements: 22-26-45; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H319-H334-H335; H331-H302-H312-H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0%; ≥99.0% (sum of enantiomers, GC); 95%
• Grade: for chiral derivatization
• Optical Purity: enantiomeric ratio: ≥97:3 (GC)
• Empirical Formula (Hill Notation): C9H9NS

DETAILS

Sigma Aldrich - 89568

Other Notes
Derivatizing agent for HPLC; assay of enantiomeric purity of amines1,2,3